3-(4-chlorophenyl)-4-phenyl-4,5-dihydro-1H-pyrazole → 1-[4-(1,1,2,2-Tetrafluoroethoxy)phenylcarbamoyl]-3-(4-chlorophenyl)-4-phenyl-2-pyrazoline

HRID 1589640Notes

Reaction equation

HRID 1589640 reaction equation
[F:1][C:2]([F:16])([O:6][C:7]1[CH:12]=[CH:11][C:10]([N:13]=[C:14]=[O:15])=[CH:9][CH:8]=1)[CH:3]([F:5])[F:4].[Cl:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]2[CH:28]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[CH2:27][NH:26][N:25]=2)=[CH:20][CH:19]=1>C(OCC)C>[F:1][C:2]([F:16])([O:6][C:7]1[CH:12]=[CH:11][C:10]([NH:13][C:14]([N:26]2[CH2:27][CH:28]([C:29]3[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=3)[C:24]([C:21]3[CH:20]=[CH:19][C:18]([Cl:17])=[CH:23][CH:22]=3)=[N:25]2)=[O:15])=[CH:9][CH:8]=1)[CH:3]([F:4])[F:5]

Participants

4

Reactant 2

HCID 113688843-(4-chlorophenyl)-4-phenyl-4,5-dihydro-1H-pyrazoleHCID 152392444-(1,1,2,2-Tetrafluoroethoxy)phenylisocyanate

Product 1

HCID 202458631-[4-(1,1,2,2-Tetrafluoroethoxy)phenylcarbamoyl]-3-(4-chlorophenyl)-4-phenyl-2-pyrazoline

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

1.7 g of 4-(1,1,2,2-tetrafluoroethoxy)phenylisocyanate were added, while stirring, to a suspension of 1.8 g of 3-(4-chlorophenyl)-4-phenyl-2-pyrazoline in 40 ml of dry diethyl ether. After stirring at room temperature for approximately 1 hour 40 ml of petroleum ether (40-60) were added to the reaction mixture, after which stirring at room temperature was continued for another 3 hours. The precipitate formed was sucked off and washed with petroleum ether (40-60). The desired product was obtained in a yield of 3.1 g; melting-point 178°-180° C.

Workup

  1. additionwere added to the reaction mixture
  2. customThe precipitate formed
  3. washwashed with petroleum ether (40-60)

Sources & evidence

ORD record
ord-5d794c7e676849b299c9e04d54c92fef
Source dataset
uspto-grants-1986_02
Patent number
US04572914

Reaction notes

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